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Enantioselective Synthesis of 4‐Isoxazolines by 1,3‐Dipolar Cycloadditions of Nitrones to Alkynals Catalyzed by Fluorodiphenylmethylpyrrolidines
Authors:José   Alemá  n,Alberto Fraile,Leyre Marzo,José   Luis Garcí  a Ruano,Cristina Izquierdo,Sergio Dí  az‐Tendero
Abstract:The first organocatalytic enantioselective 1,3‐dipolar reaction between nitrones and alkynals catalyzed by (S)‐2‐(fluorodiphenylmethyl)pyrrolidine to give 4‐isoxazolines (2,3‐dihydroisoxazoles) with high enantiomeric excess, excellent yields and low catalyst loading (1–5 mol%) is presented. The catalytic loading could be reduced to 1 mol% with only slight increases in reaction times.
Keywords:[3+2]   cycloaddition reactions  2,3‐dihydroisoxazoles  iminium ions  4‐isoxazolines  organocatalysis
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